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1,2,3-triazolide anion


Gas phase ion energetics data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: John E. Bartmess

Electron affinity of neutral species

EAneutral (eV) Method Reference Comment
3.4470 ± 0.0040LPESIchino, Andrews, et al., 2008 

Protonation reactions

C2H2N3- + Hydrogen cation = 1H-1,2,3-Triazole

By formula: C2H2N3- + H+ = C2H3N3

Quantity Value Units Method Reference Comment
Deltar346.4 ± 2.1kcal/molG+TSCatalan, Claramunt, et al., 1988gas phase; The authors state the acidity is for the 2H isomer, which is more stable(G3MP2B3)in the gas phase than the 1H isomer by 3 kcal/mol. However, only the 1H isomer is commercially available; thus, this may not be a clean equilibrium.
Quantity Value Units Method Reference Comment
Deltar339.1 ± 2.0kcal/molIMRECatalan, Claramunt, et al., 1988gas phase; The authors state the acidity is for the 2H isomer, which is more stable(G3MP2B3)in the gas phase than the 1H isomer by 3 kcal/mol. However, only the 1H isomer is commercially available; thus, this may not be a clean equilibrium.

References

Go To: Top, Gas phase ion energetics data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Ichino, Andrews, et al., 2008
Ichino, T.; Andrews, D.H.; Rathbone, G.J.; Misaizu, F.; Calvi, R.M.D.; Wren, S.W.; Kato, S.; Bierbaum, V.M.; Lineberger, W.C., Ion chemistry of 1H-1,2,3-Triazole, J. Phys. Chem. B, 2008, 112, 2, 545-557, https://doi.org/10.1021/jp074824f . [all data]

Catalan, Claramunt, et al., 1988
Catalan, J.; Claramunt, R.M.; Elguero, J.; Menedez, M.; Anvia, F.; Quian, J.H.; Taagepera, M.; Taft, R.W., Basicity and Acidity of Azoles. The Annelation Effect in Azoles., J. Am. Chem. Soc., 1988, 110, 13, 4107, https://doi.org/10.1021/ja00221a001 . [all data]


Notes

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